When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 58 days in advance, which can save you up to 225% on flights from Pensacola to Caribbean Islands compared to booking the week you need them. Waiting 58 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $255. For sooner than that we have options available in the next 3 days from $518.
October can be a great time to fly to Caribbean Islands from Pensacola with a flight ticket averaging about $414. Cheapflights users have found deals in the month of October for as cheap as $172. The most expensive prices can be found in the month of March.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Pensacola to Caribbean Islands as you normally would.
Fly from
Fly to
Budget
$165 - $453
Route
Depart
Return
Price
PensacolaSan Juan Luis Munoz Marin Intl
PNS - SJU
PNSSJU
Pensacola
Sa 5/25
1 stop16h 11m
San Juan Luis Munoz Marin Intl
Mi 5/29
1 stop11h 55m
PensacolaSan Juan Luis Munoz Marin Intl
PNS - SJU
PNSSJU
Pensacola
Sa 5/25
1 stop16h 11m
San Juan Luis Munoz Marin Intl
Di 5/28
1 stop6h 58m
PensacolaSan Juan Luis Munoz Marin Intl
PNS - SJU
PNSSJU
Pensacola
Sa 6/1
1 stop16h 11m
San Juan Luis Munoz Marin Intl
Sa 6/8
1 stop24h 51m
PensacolaSan Juan Luis Munoz Marin Intl
PNS - SJU
PNSSJU
Pensacola
Sa 5/25
1 stop16h 11m
San Juan Luis Munoz Marin Intl
Mi 5/29
2 stops22h 29m
PensacolaSaint Thomas Island Cyril E King
PNS - STT
PNSSTT
Pensacola
Di 5/28
1 stop14h 13m
Saint Thomas Island Cyril E King
Mo 6/3
1 stop8h 05m
PensacolaSan Juan Luis Munoz Marin Intl
PNS - SJU
PNSSJU
Pensacola
Mi 6/12
2 stops16h 35m
San Juan Luis Munoz Marin Intl
Mi 6/19
1 stop12h 44m
PensacolaSan Juan Luis Munoz Marin Intl
PNS - SJU
PNSSJU
Pensacola
Fr 8/30
1 stop18h 06m
San Juan Luis Munoz Marin Intl
Mi 9/4
1 stop10h 08m
PensacolaFreeport Grand Bahama Intl
PNS - FPO
PNSFPO
Pensacola
So 9/8
2 stops36h 55m
Freeport Grand Bahama Intl
Sa 9/14
2 stops19h 45m
PensacolaOranjestad Reina Beatrix
PNS - AUA
PNSAUA
Pensacola
Mo 9/23
1 stop6h 30m
Oranjestad Reina Beatrix
Mi 9/25
2 stops27h 21m
No data available for this route at this time. Please check back soon.
Comfort
Food
Boarding
Overall
Entertainment
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Food
Boarding
Overall
Entertainment
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Food
Boarding
Overall
Entertainment
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Food
Boarding
Overall
Entertainment
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Food
Boarding
Overall
Entertainment
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Food
Boarding
Overall
Entertainment
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
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